Novel Trolox derivatives as antioxidant: A DFT investigation
In this paper the antioxidant activity of Trolox derivatives were investigated by density function theory and polarization continuum model as solvent model in order to propose the novel derivatives with higher antioxidant activity from a theoretical viewpoint. The effects of various orth...
| Main Authors: | , |
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| Format: | Article |
| Language: | English |
| Published: |
Serbian Chemical Society
2016-01-01
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| Series: | Journal of the Serbian Chemical Society |
| Subjects: | |
| Online Access: | http://www.doiserbia.nb.rs/img/doi/0352-5139/2016/0352-51391600005F.pdf |
| Summary: | In this paper the antioxidant activity of Trolox derivatives were
investigated by density function theory and polarization continuum model as
solvent model in order to propose the novel derivatives with higher
antioxidant activity from a theoretical viewpoint. The effects of various
ortho and meta substituents on the reaction enthalpies of antioxidant
mechanisms of Trolox were investigated. Also the effect of reducing the
number of atoms in the heterocyclic ring and effect of replacing the oxygen
heteroatom of Trolox with other heteroatoms on the antioxidant activity of
Trolox were evaluated. Results show that the NH2, OH and NHMe substituents in
meta and ortho positions decrease the BDE and IP values and also increase the
antioxidant activity of Trolox from the theoretical viewpoint. The
derivatives e, c and d with NH, S and Se instead of O have higher antioxidant
activity from the theoretical viewpoint. Obtained results show that reducing
the number of atom in the heterocyclic ring (derivatives a and b) decrease
the BDE and IP values and also increase the antioxidant activity of Trolox
from the theoretical viewpoint. The linear dependencies between BDE of OH
bond and IP values of studied Trolox derivatives and corresponding EHOMO and
R(O-H) values can be useful to propose novel derivatives with higher
antioxidant activity from the theoretical viewpoint. |
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| ISSN: | 0352-5139 1820-7421 |